A novel retrosynthetic concept is presented that, in principle, allows access to many hitherto not accessible representatives of the Iboga-alkaloid family. The flexibility required by this approach is provided through a highly convergent assembly of the target, which allows for a control over the substitution pattern of the indole sub-system, as well as over the relative configuration of the aliphatic
提出了一种新的逆合成概念,原则上,该概念允许访问许多迄今为止无法获得的 Iboga-
生物碱家族的代表。这种方法所需的灵活性是通过目标的高度收敛组装提供的,这允许控制
吲哚子系统的取代模式,以及这些
生物碱的脂肪族核心的相对构型。构建后者的关键步骤在于分子内硝酮-烯烃 1,3-偶极环加成反应 26 以产生关键的
三环异恶唑烷衍
生物 28。